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If I got really sick with a long-term illness, would you stick around to take care of me? If I have a disagreement with one of your family members or friends, will you stand up for me? Do you feel that your parents treated you and your siblings the same or was there favoritism? Who will be responsible for screening babysitters or a nanny? If our spending/saving goals differ, how will we compromise? Do you want a small wedding, a large one, a visit to the courthouse, an elopement, or do you have no opinion at all? If a girl asked for your number, would you give it to her, just in case we break up? If one of my friends flirted with you, would you tell me? If one of your friends or family members told you to break up with me because he/she didn't like me, would you? How would you deal with a disagreement with one of my family members or friends? How much time do you think we should each spend with our family/friends outside of gatherings that require us both to be there? What do you tell your friends about me when I'm not around? If one of your friends flirted with me and I told you about it, how would you handle it? Do you think men and women can be platonic friends? Do you think it's okay for men and women who are in separate relationships to go have coffee or lunch together? What is something that you do that could possibly cause me to question your loyalty? What are some of your ideas for how to keep a relationship strong over time? What do you think of my dream of becoming a ______? What do you consider cheating, besides the obvious? Are you comfortable talking about where our relationship is going? If I were offered a promotion and had to move away, would you move with me?
How much time do you expect us each to be able to hang out with our friends once we've had children? Would you be agreeable to staying home with the kids if my career was about to take off or if I made enough at my job to support that arrangement?
Would you be willing to go in for testing again before we get more involved? How would you handle it if you thought another guy was hitting on me?
How would you handle it if I lost my job and we were living together and sharing expenses?
Are you close with members of your extended family? What are some prominent things that have happened in your past that you think have contributed greatly to who you are today? What are some things in your childhood that you'd like to improve upon for your own child/children? If you find more often than not, that his answers are not compatible with yours, you may want to cut your losses early.
Think about which things are non-negotiable, and which issues you are willing to compromise on.